Title of article
A stereoselective aldol reaction via diisopinocampheyl boron-enolate in preparation of chromane carboxylate with quaternary carbon
Author/Authors
Lang، نويسنده , , Fengrui and Zewge، نويسنده , , Daniel and Song، نويسنده , , Zhiguo J and Biba، نويسنده , , Mirlinda and Dormer، نويسنده , , Peter and Tschaen، نويسنده , , David and Volante، نويسنده , , R.P and Reider، نويسنده , , Paul J، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2003
Pages
4
From page
5285
To page
5288
Abstract
A highly stereoselective aldol reaction was observed on chromane carboxylate ester 1 via the corresponding diisopinocampheyl boron-enolate using commercially available (−)-DIP-Cl reagent. The aldol product 2c was obtained in 89% yield with 48 dr and 92% ee. Further studies indicate that stereoselective formation of the enolate and proper chiral ligand on boron are responsible for the exceptional diastereo- and enantioselectivity in the aldol reaction.
Journal title
Tetrahedron Letters
Serial Year
2003
Journal title
Tetrahedron Letters
Record number
1662958
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